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CS-W001157 4
Total: USD 88.00

15-Bromopentadecanoic acid

  • CAS No. 56523-59-2

  • Cat. No. CS-W007241
  • Purity≥98%
  • MDL No.MFCD00210025

*For research and further manufacturing use only, not for direct human use.

15-Bromopentadecanoic acid|CS-W007241

Structure of 56523-59-2

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General Information

  • CAS No. 56523-59-2
  • Cat. No. CS-W007241
  • Purity ≥98%
  • MDL No. MFCD00210025
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₉BrO₂
  • Molecular Weight 321.30
  • Synonym(s) None
  • SMILES O=C(O)CCCCCCCCCCCCCCBr

Description

15-Bromopentadecanoic acid features a long aliphatic chain terminated by a brominated carbon adjacent to the carboxylic acid group. This strategic halogen placement enables selective functionalization in synthetic pathways, particularly in coupling reactions and polymer modification. The molecule exhibits enhanced reactivity at the β-position due to the electron-withdrawing bromine, facilitating nucleophilic substitution under mild conditions. Its extended hydrophobic backbone supports applications in lipid-based material design and bioconjugation strategies requiring tailored hydrophobicity.

Application

15-Bromopentadecanoic acid serves as a versatile ω-functionalized fatty acid building block, enabling site-specific conjugation and chain extension in synthetic lipid architectures. Its terminal bromide facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the carboxylic acid group allows for direct derivatization or activation. The saturated C15 chain provides enhanced stability and hydrophobic character, making it well-suited for applications in surfactant design, bioconjugation, and the synthesis of functionalized polymers.

Synthesis

  • Route1

    References

    • Davey, Tim W.; Hayman, Alan R. Australian Journal of Chemistry, 1998 , vol. 51, # 7 p. 581 - 586
  • Route2
    • In-stock
      15-Hydroxypentadecanoic acid|CS-0158376
      4617-33-8
    • null|null
      64-17-5
    • null|null
      98-59-9
    • ~%
    • In-stock
      15-Bromopentadecanoic acid|CS-W007241
      56523-59-2

    References

    • US5461036 A1, ;
  • Route3
    • null|null
      78350-13-7
    • ~78%
    • In-stock
      15-Bromopentadecanoic acid|CS-W007241
      56523-59-2

    References

    • Sato, Toshio; Kawara, Tatsuo; Kokubu, Yasuchika; Fujisawa, Tamotsu Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 3 p. 945 - 946

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   5.5372
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   14

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